3.

Synthesis, characterisation and antimicrobial-activity of 3-thio-1,5-dihydro-2,4,3-benzodioxaphosphepin-3-amino acid esters

Chinthaparthi Radha Rani, Gangireddy Chandra Sekhar Reddy, Chereddy Syama Sundar, Kunda Uma Maheswara Rao, Krishnammagari Suresh Kumar and Cirandur Suresh Reddy

Department of Chemistry, Sri Venkateswara University, Tirupati-517 502, India

Abstract: A new series of 3-thio-1,5-dihydro-2,4,3-benzodioxaphosphepin-3-amino acid esters (4a-k) were synthesized by treating different amino acid ester hydrochlorides (3a-k) with phosphorus monochloride intermediate (2) which was previously formed in situ from 1,2-phenylenedimethanol (1) and thiophosphoryl chloride in the presence of triethylamine in dry tetrahydrofuran (THF) at 0-5 ºC to room temperature. The structures of the title compounds (4a-k) were established by analytical, IR, NMR (1H, 13C and 31P) and mass spectra, and they have been screened for their antimicrobial activity. They exhibited significant antibacterial, and antifungal activity.

Keywords: Phosphoramides; 1,2-phenylenedimethanol; amino acid hydrochloride; antibacterial activity; antifungal activity